Homes for Sale, Windsor, WI

Located in northern Dane County, real estate in the town of Windsor provides quick access to Interstate 39/90/94, and is a short commute to Madison’s northeast side. The natural beauty of the Yahara River and the Token Creek Conservancy (190 acres of public land) provide a backdrop to the neighborhoods in this quiet Madison suburb. A significant number of properties offer at least a half acre of land. Architectural styles include ranch, prairie/craftsman, contemporary, transitional, and Tudor. For more information on the homes in Windsor, continue with our community profile below.

Curious about other communities to the northeast of Madison? See our DeForest and Sun Prairie community guides.

All Town of Windsor Real Estate Listings

All Town of Windsor Real Estate Listings

121 Properties Found. Page 1 of 21.
Photo of Listing #2000487
New Listing

3322 Colton Way, Windsor

$1,969,900 - 5 Beds, 4 Baths, 4,979 Sf

MLS® # 2000487, 1 day, Active

Photo of Listing #1997299
New Listing

4079 Eagle Mound Pass, Windsor

$599,900 - 3 Beds, 2 Baths, 1,906 Sf

MLS® # 1997299, 2 days, Pending

Photo of Listing #1998854
New Listing

4125 Royal View Drive, Windsor

$649,900 - 5 Beds, 4 Baths, 3,118 Sf

MLS® # 1998854, 3 days, Pending

Photo of Listing #1998976
New Listing

6532 Cortland Park Drive, Windsor

$525,000 - 4 Beds, 4 Baths, 2,701 Sf

MLS® # 1998976, 3 days, Pending

Photo of Listing #1999360
New Listing

6800 Valiant Drive, Windsor

$475,000 - 3 Beds, 3 Baths, 2,560 Sf

MLS® # 1999360, 3 days, Pending

Photo of Listing #1996453
New Listing

4389 Juliana Lane, Windsor

$474,900 - 4 Beds, 3 Baths, 2,616 Sf

MLS® # 1996453, 4 days, Pending

Just Sold Homes in Windsor, Wisconsin

Address Sold Price Sold Date Bed Bath Sqft. Price Per Sqft
6647 Wolf Hollow Road $633,000 2025-05-23 4 3.50 2932 $216
4117 Painted Arabian Run $725,000 2025-05-20 4 3.50 3108 $233
6346 Sienna Court $690,000 2025-05-19 3 2.50 1981 $348
4089 Golden Wheat Run $640,000 2025-05-19 4 3.00 2384 $268
7641 Conifer Court $469,000 2025-05-16 2 1.00 1271 $369
6613 Wagners Vineyard Trail $1,530,000 2025-05-16 5 3.50 4098 $373
L30 Colton Way $234,000 2025-05-14 $
2.268 Ac North Towne Road $125,000 2025-05-12 $
6648 Grouse Woods Road $673,600 2025-05-12 3 2.50 2004 $336
3742 Sunny Wood Drive $629,900 2025-05-09 3 2.50 3564 $177
7001 Portage Road $450,000 2025-05-09 3 2.00 1442 $312
L122 Blue Victoria Drive $260,930 2025-05-08 $
4123 Eton Circle $554,900 2025-05-08 4 2.50 2201 $252
4151 Border Pass $460,000 2025-05-06 4 1.50 2123 $217
4370 Juliana Lane $516,000 2025-05-02 4 3.00 2042 $253
4392 Sequoia Drive $395,000 2025-04-30 3 1.50 1600 $247
6682 Morning Dew Lane $934,583 2025-04-29 3 2.50 2298 $407
4144 Eton Circle $510,000 2025-04-25 3 2.50 2052 $249
L167 Bear Tree $114,900 2025-04-25 $
4138 Royal View Drive $675,000 2025-04-25 5 3.50 3381 $200

The Windsor WI Real Estate Market

Current Listings

  • With Accepted Offers: 41
  • Without Accepted Offers: 80
  • Total Active Listings: 121
  • % with Accepted Offers: 34%
  • Months of Inventory: 5.1

Sold 05/24/2024 - 05/24/2025

  • Total Sold Listings: 189
  • Highest Sold Price: $3,480,000
  • Lowest Sold Price: $55,000
  • Average Sold Price: $494,767
  • Median Sold Price: $494,625

* Source: IDX Active & Sold Listings

* Property Types: Lots & Acreage, Single Family, Condo, Multi Family


More about the Town of Windsor, WI

The town of Windsor boasts 19 parks, the 190 acre Token Creek Conservancy, and the Lake Windsor Golf Club, a course open to the public. Take a bike ride along the conservancy’s almost 3 mile bike trail. Use a kayak or canoe and enjoy a trip down the Yahara River. Fish the streams or enjoy footpaths are also available through the parks.  The town’s close proximity to DeForest means the communities share annual activities and festivals, like the Yahara River Fest, which includes a 5K race along the river’s edge.

Town of Windsor Real Estate

Substantial farmland both in and around Windsor gives many neighborhoods a rural feel. The community also includes a wide variety of condominium options. Ranch, prairie/craftsman, and transitional homes are the most common architectural styles found in Windsor. 

Windsor Schools

Windsor properties are zoned to the DeForest Area School District, which includes a 4-year-old Kindergarten program, four elementary schools (one in Windsor), and a middle and high school. A portion of Windsor, including the Migration Path Estates area, is districted to Sun Prairie Area Schools, a district with seven elementary schools, two middle schools (6-7th grades) and a high school.

Looking to get out and tour any of the available homes in Windsor, WI? Contact us 24/7 for prompt and professional real estate services.

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